2-Hydroxy-4-methoxybenzaldehyde - 10mM in DMSO , CAS No.673-22-3

CAS: 673-22-3 Cat. No.: H425389 Peso molecular: 152.15 Beilstein Registry Number: 1072443 Número EC: 211-604-0

GRADE & PURITY 10mM in DMSO

Synonyms

2-Hydroxy-4-methoxybenzaldehyde|673-22-3|4-Methoxysalicylaldehyde|Benzaldehyde, 2-hydroxy-4-methoxy-|o-Hydroxy-p-methoxybenzaldehyde|4-Methoxysalicyaldehyde|2-Hydroxy-4-methoxy-benzaldehyde|p-Anisaldehyde, 2-hydroxy-|Salicylaldehyde, 4-methoxy-|2-Formyl-5

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

2-Hydroxy-4-methoxybenzaldehyde is the main component of root bark essential oil of Periploca sepium Bunge.It is a potential tyrosinase inhibitor present in African medicinal plants
Usually used in the synthesis of Schiff base ligand.

Specifications

Sinónimos

2-Hydroxy-4-methoxybenzaldehyde | 673-22-3 | 4-Methoxysalicylaldehyde | Benzaldehyde, 2-hydroxy-4-methoxy- | o-Hydroxy-p-methoxybenzaldehyde | 4-Methoxysalicyaldehyde | 2-Hydroxy-4-methoxy-benzaldehyde | p-Anisaldehyde, 2-hydroxy- | Salicylaldehyde, 4-methoxy- | 2-Formyl-5

Especificaciones y pureza

10mM in DMSO

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

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Tipo de acción

INHIBITOR

Nombres e identificadores

• Sonrisas canónicas: COC1=CC(=C(C=C1)C=O)O
• IUPAC Name: 2-hydroxy-4-methoxybenzaldehyde
• InChIKey: WZUODJNEIXSNEU-UHFFFAOYSA-N
• INCHI: 1S/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5,10H,1H3
• Isómeros SMILES: COC1=CC(=C(C=C1)C=O)O
• WGK Alemania: 3
• RTECS: BZ2810000
• Peso molecular: 152.15
• Beilstein: 1072443
• Reaxy-Rn: 1072443
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1072443&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Phenols
      • Subclass Methoxyphenols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Phenols
• Subclass: Methoxyphenols
• Intermediate Tree Nodes: Not available
• Direct Parent: Methoxyphenols
• Alternative Parents: Hydroxybenzaldehydes Phenoxy compounds Methoxybenzenes Benzoyl derivatives Anisoles Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Methoxyphenol - Hydroxybenzaldehyde - Phenoxy compound - Anisole - Benzaldehyde - Methoxybenzene - Benzoyl - Phenol ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Aryl-aldehyde - Monocyclic benzene moiety - Vinylogous acid - Ether - Aldehyde - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

TRIM24 Tchem Transcription intermediary factor 1-alpha (2 Activities)

Discover Target: TRIM24

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRIM33 Tchem E3 ubiquitin-protein ligase TRIM33 (2 Activities)

Discover Target: TRIM33

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TRIM33 Tchem E3 ubiquitin-protein ligase TRIM33 (162 Activities)

Discover Target: TRIM33

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Air sensitive
• Punto de inflamación (°F): 235.4 °F
• Punto de inflamación (°C): 113 °C
• Punto de ebullición (°C): 124°C/12mmHg
• Punto de fusión (°C): 40-44°C
• Peso molecular: 152.150 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047 Da
• Monoisotopic Mass: 152.047 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 135.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Ling Yan, Qing-Song Gu, Wen-Li Jiang, Min Tan, Zhi-Ke Tan, Guo-Jiang Mao, Fen Xu, Chun-Yan Li.  (2022)  Near-Infrared Fluorescent Probe with Large Stokes Shift for Imaging of Hydrogen Sulfide in Tumor-Bearing Mice.  ANALYTICAL CHEMISTRY,      [PMID:35360906] [10.1021/acs.analchem.1c04169]

2. Yang Tian, Dong-Ye Zhou, Wen-Li Jiang, Zun-Pan She, Yongfei Li, Chun-Yan Li.  (2020)  Novel near-infrared fluorescence probe with large Stokes shift for monitoring CCl4-induced toxic hepatitis.  TALANTA,      [PMID:33303166] [10.1016/j.talanta.2020.121720]

3. Qian Li, Xiaoman Zhu, Yanli Xie, Shilin Ren.  (2020)  2-Hydroxy-4-methoxybenzaldehyde inhibits the growth of Aspergillus flavus via damaging cell wall, cell membrane, manipulating respiration thus creating a promising antifungal effect on corn kernels.  INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,  56  (1): (178-184).  [PMID:] [10.1111/ijfs.14617]

4. Lijun Geng, Xudong Yu, Yanqiu Wang, Yajuan Li, Fengjuan Shen, Jujie Ren.  (2019)  Ultrasound-induced emission color and transmittance changes of organogel based on “trans-to-cis” isomerization.  ULTRASONICS SONOCHEMISTRY,      [PMID:31450314] [10.1016/j.ultsonch.2019.104659]

5. Mengyu Shi, Chen Xu, Zhihong Yang, Lei Wang, Shujuan Tan, Guoyue Xu.  (2019)  Tuning of reversible thermochromic properties of salicylaldehyde Schiff bases through the substitution of methoxy and nitro groups.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2019.01.012]

6. Hongping Deng, Bing Liu, Chao Yang, Guolin Li, Yuanyuan Zhuang, Bo Li, Xinyuan Zhu.  (2014)  Multi-color cell imaging under identical excitation conditions with salicylideneaniline analogue-based fluorescent nanoparticles.  RSC Advances,  4  (107): (62021-62029).  [PMID:] [10.1039/C4RA10021B]

7. Li Qian, Wang Chong, Xiao Hongying.  (2024)  2-Hydroxy-4-methoxybenzaldehyde, a more effective antifungal aroma than vanillin and its derivatives against Fusarium graminearum, destroys cell membranes, inhibits DON biosynthesis, and performs a promising antifungal effect on wheat grains.  Frontiers in Microbiology,      [PMID:38468857] [10.3389/fmicb.2024.1359947]

8. Yingzhen Zhang, Juan Liu, Jun Xiao, Fu Li, Kunming Liu, Min Yang, Jinbiao Liu.  (2024)  A PET based colorimetric/fluorescent dual-signal probe for selective detection of hypochlorite in real water samples.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2024.140568]

9. Kun Yao, Hua Liu, Binbin Fang, Congyang Xia, Lingmin Gu, Lin Fang, Haohao Zhu, Jie Pan, Guofu Zhang.  (2024)  Design and application of a novel “turn-on” fluorescent probe for imaging sulfite in living cells and inflammation models.  BIOORGANIC CHEMISTRY,      [PMID:38537335] [10.1016/j.bioorg.2024.107305]

10. Gaowei Li, Shichao Jiang, Zongliang Zhang, Xiaoyin Liu, Kai Wu, Peng Liu, Mei Yang, Ting Zhou, Jiamei Xiao, Nini Xin, Xiaoyang Wu, Zhihong Chen, Jie Ding, Chengheng Wu, Dan Wei, Jing Sun, Aiping Tong, Hongsong Fan, Liangxue Zhou.  (2024)  Donor Substitution Engineering of Hemicyanine Nanoparticles to Reprogram the Tumor Microenvironment and Enhance Fn14-Targeted BiTE for Glioblastoma Photoimmunotherapy.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202413847]

11. Jianwei Hou, Xinghai Hao, Jiali Xu, Geoffrey I.N. Waterhouse, Chunhua Ni, Zhiming Zhang, Liangmin Yu.  (2024)  Fluorescent zinc acrylate resins containing coumarin structures with enhanced antifouling performance.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2024.108597]

12. Wen-Xin Wang, Wen-Li Jiang, Yang Liu, Yongfei Li, Jin Zhang, Chun-Yan Li.  (2020)  Near-infrared fluorescence probe with a large stokes shift for visualizing hydrogen peroxide in ulcerative colitis mice.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2020.128296]

13. Yuyang Luo, Shiyu Zheng, Congcong Dong, Haojie Yu, Kunming Liu, Juanhua Li, Jinbiao Liu.  (2024)  Synthesis of a dual-response signal sensor and naked-eye recognition of hypochlorite in real water samples.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2024.139652]